We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Search results; Over 1,000 homes in Kissimmee

Top guest favourite

Apartment in Kissimmee

Poolside 3 Bed Vacation Retreat in Windsor Hills

3 bedrooms, 4 beds, 2 private bathrooms

15–20 Nov

$1,194 SGD for 5 nights

,

4.95 out of 5 average rating, 114 reviews

Superhost

Home in Kissimmee

6 Bd/ 5 Ba/ Solara Resort (9038 Sr)

6 bedrooms, 11 beds

6–11 Sept

$2,499 SGD for 5 nights

Pay $0 today

Free cancellation

Superhost

Home in Kissimmee

6 Bd / 3,5 Ba / Sleeps 22 / Reunion Village

6 bedrooms, 11 beds

7–12 Sept

$1,344 SGD for 5 nights

New place to stay

Flat in Davenport

King Bed Retreat | Resort Pool | Near Disney

1 bedroom, 2 beds

3–9 Nov

$1,005 SGD for 6 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 3 reviews

Guest favourite

Home in Kissimmee

Montego Bay Retreat | 15 Min to Disney

3 bedrooms, 5 beds

6–11 Sept

$1,051 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 13 reviews

Superhost

Home in Davenport

Remodeled 5BR | Pool, Theater & Themed Rooms

5 bedrooms, 7 beds

13–18 Sept

$2,451 SGD for 5 nights

New place to stay

Superhost

Home in Kissimmee

Luxury Villa /Movie Theater/Pool Heater/

3 bedrooms, 5 beds

1–6 Sept

$1,886 SGD for 5 nights

Pay $0 today

Free cancellation

Superhost

Home in Kissimmee

7 Bd/ 6 Ba/ Storey Lake (4585 Tb)

7 bedrooms, 10 beds

1–6 Oct

$2,009 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Superhost

Flat in Orlando

Kids friendly 3 bedroom Condo - Tourist location

3 bedrooms, 3 beds

1–6 Sept

$1,151 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Top guest favourite

Apartment in Kissimmee

Renovated Family Condo • Disney • Free Parking

2 bedrooms, 4 beds

5–10 Sept

$960 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 57 reviews

Superhost

Townhouse in Kissimmee

3 Bd/ 3 Ba/ The Hub At Westside (3228 Tt)

3 bedrooms, 4 beds

7–12 Sept

$1,040 SGD for 5 nights

Pay $0 today

Free cancellation

Home in Kissimmee

Kings Castle Retreat

5 bedrooms, 9 beds

5–10 Sept

$1,139 SGD for 5 nights

Pay $0 today

Free cancellation

New place to stay

Home in Kissimmee

Luxury Themed Retreat | Private Pool | 4mi-Disney

3 bedrooms, 6 beds

6–11 Sept

$1,150 SGD for 5 nights

New place to stay

Superhost

Flat in Kissimmee

3 Bd/ 2 Ba/ Storey Lake (3141-308 Pc)

3 bedrooms, 5 beds

1–6 Sept

Pay $0 today

Free cancellation

Superhost

Home in Clermont

Experience Our New 2026 10BR Home at Windsor Cay

10 bedrooms, 12 beds

13–18 Sept

Pay $0 today

Free cancellation

Home in Davenport

Magical Florida Stay | Pool & Harry Potter

3 bedrooms, 6 beds

5–10 Oct

$1,539 SGD for 5 nights

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 4 reviews

Top guest favourite

Home in Davenport

Home Away from Home + 2 suites

5 bedrooms, 6 beds

30 Sept – 5 Oct

Pay $0 today

Free cancellation

5.0 out of 5 average rating, 9 reviews

Home in Kissimmee

Superhero HQ: Private Pool & Spa Near Disney

5 bedrooms, 6 beds

1–6 Sept

$1,937 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Superhost

Home in Kissimmee

9BR Pixar Theater Game Room | Pool Spa | Sleeps 27

9 bedrooms, 19 beds

1–6 Sept

New place to stay